Abstract

Protonation of the highly reactive 1:1 intermediates, produced in the reaction between triphenylphosphine and dialkyl acetylenedicarboxylates, by 4- (trifluoromethyl)benzyl alcohol leads to vinyltriphenylphosphonium salts, which undergo a Michael addition reaction with a conjugate base to produce the corresponding fluorine-containing stabilized phosphorus ylides. An intermolecular Wittig reaction of the fluorine-containing stabilized phosphorus ylides with ninhydrin leads to the corresponding highly electron-poor fluorine-containing alkenes.